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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-09-09 08:04:25 UTC
Update Date2022-03-06 23:00:12 UTC
HMDB IDHMDB0116408
Secondary Accession NumbersNone
Metabolite Identification
Common NameDG(13D5/11M5/0:0)
DescriptionDiglycerides (DGs) are also known as diacylglycerols or diacylglycerides, meaning that they are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. DG(13D5/11M5/0:0), in particular, consists of one chain of 13-(3,4-dimethyl-5-pentylfuran-2-yl)tridecanoic acid at the C-1 position and one chain of 11-(3-methyl-5-pentylfuran-2-yl)undecanoic acid at the C-2 position. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Diacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.
Structure
Data?1563873712
Synonyms
ValueSource
(2S)-3-Hydroxy-2-{[11-(3-methyl-5-pentylfuran-2-yl)undecanoyl]oxy}propyl 13-(3,4-dimethyl-5-pentylfuran-2-yl)tridecanoic acidGenerator
DG(DiMe(13,5)/MonoMe(11,5)/0:0)SMPDB
Dag(13D5/11M5)SMPDB
Dag(DiMe(13,5)/MonoMe(11,5))SMPDB
Diacylglycerol(13D5/11M5)SMPDB
Diacylglycerol(DiMe(13,5)/MonoMe(11,5))SMPDB
DiglycerideSMPDB
DG(13D5/11M5/0:0)SMPDB
Chemical FormulaC48H82O7
Average Molecular Weight771.177
Monoisotopic Molecular Weight770.60605498
IUPAC Name(2S)-3-hydroxy-2-{[11-(3-methyl-5-pentylfuran-2-yl)undecanoyl]oxy}propyl 13-(3,4-dimethyl-5-pentylfuran-2-yl)tridecanoate
Traditional Name(2S)-3-hydroxy-2-{[11-(3-methyl-5-pentylfuran-2-yl)undecanoyl]oxy}propyl 13-(3,4-dimethyl-5-pentylfuran-2-yl)tridecanoate
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COC(=O)CCCCCCCCCCCCC1=C(C)C(C)=C(CCCCC)O1)OC(=O)CCCCCCCCCCC1=C(C)C=C(CCCCC)O1
InChI Identifier
InChI=1S/C48H82O7/c1-6-8-24-30-42-36-39(3)44(53-42)31-26-20-16-14-15-19-23-29-35-48(51)54-43(37-49)38-52-47(50)34-28-22-18-13-11-10-12-17-21-27-33-46-41(5)40(4)45(55-46)32-25-9-7-2/h36,43,49H,6-35,37-38H2,1-5H3/t43-/m0/s1
InChI KeyIWVVZKHYICKZQX-QLKFWGTOSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentFuranoid fatty acids
Alternative Parents
Substituents
  • Furanoid fatty acid
  • 1,2-acyl-sn-glycerol
  • Diacylglycerol
  • Diradylglycerol
  • Fatty acid ester
  • Glycerolipid
  • Hydroxy fatty acid
  • Dicarboxylic acid or derivatives
  • Heteroaromatic compound
  • Furan
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP9.03ALOGPS
logP15.06ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area99.11 ŲChemAxon
Rotatable Bond Count38ChemAxon
Refractivity227.45 m³·mol⁻¹ChemAxon
Polarizability100.95 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+283.231661259
DarkChem[M-H]-271.84631661259
DeepCCS[M+H]+296.66730932474
DeepCCS[M-H]-294.27230932474
DeepCCS[M-2H]-327.15630932474
DeepCCS[M+Na]+302.5830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DG(13D5/11M5/0:0)[H][C@](CO)(COC(=O)CCCCCCCCCCCCC1=C(C)C(C)=C(CCCCC)O1)OC(=O)CCCCCCCCCCC1=C(C)C=C(CCCCC)O14796.6Standard polar33892256
DG(13D5/11M5/0:0)[H][C@](CO)(COC(=O)CCCCCCCCCCCCC1=C(C)C(C)=C(CCCCC)O1)OC(=O)CCCCCCCCCCC1=C(C)C=C(CCCCC)O15008.9Standard non polar33892256
DG(13D5/11M5/0:0)[H][C@](CO)(COC(=O)CCCCCCCCCCCCC1=C(C)C(C)=C(CCCCC)O1)OC(=O)CCCCCCCCCCC1=C(C)C=C(CCCCC)O15305.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - DG(13D5/11M5/0:0) GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - DG(13D5/11M5/0:0) GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 10V, Positive-QTOFsplash10-0i70-1009300400-a935b9df72f12437ec362019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 20V, Positive-QTOFsplash10-0gbc-3529301200-d384ae0668f9844c39d22019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 40V, Positive-QTOFsplash10-0gc4-6795231000-4eebaae411c19c896c4c2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 10V, Negative-QTOFsplash10-05r9-0009200200-8fd186d9224834b977a42019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 20V, Negative-QTOFsplash10-004i-1109100100-ec0c2f1ffb0aad7d85d62019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 40V, Negative-QTOFsplash10-004i-1209000000-36f601faacb266c5752d2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 10V, Negative-QTOFsplash10-00or-4009300400-726e28cc2d6a85e0c1952021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 20V, Negative-QTOFsplash10-0629-7009100000-013a76dd959e101e54762021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 40V, Negative-QTOFsplash10-0bt9-6119000000-2e315a9fe357105e98c02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 10V, Positive-QTOFsplash10-0gi0-0019200400-6965feed04edb190ae1a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 20V, Positive-QTOFsplash10-0udi-0539000100-47e608afb6a243c172c92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 40V, Positive-QTOFsplash10-0g4r-1904010000-1a1e55941e401894e6332021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 10V, Positive-QTOFsplash10-0006-0000000900-0e15799c7a67d862bbe22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 20V, Positive-QTOFsplash10-0006-0000000900-0e15799c7a67d862bbe22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 40V, Positive-QTOFsplash10-0aor-0000900000-724f9e0210a1aef93dc42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 10V, Positive-QTOFsplash10-000i-0000000900-851b5ba699cbbc4b27a92021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 20V, Positive-QTOFsplash10-0f7c-0008800900-555eb44cbe9aba6230ec2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - DG(13D5/11M5/0:0) 40V, Positive-QTOFsplash10-000l-0008800900-adceadd7bdc33bd2c25a2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Only showing the first 10 proteins. There are 132 proteins in total.

Enzymes

General function:
Involved in diacylglycerol kinase activity
Specific function:
Phosphorylates diacylglycerol (DAG) to generate phosphatidic acid (PA). May regulate the activity of protein kinase C by controlling the balance between these two signaling lipids. Activated in the nucleus in response to alpha-thrombin and nerve growth factor. May be involved in cAMP- induced activation of NR5A1 and subsequent steroidogenic gene transcription by delivering PA as ligand for NR5A1. Acts synergistically with NR5A1 on CYP17 transcriptional activity
Gene Name:
DGKQ
Uniprot ID:
P52824
Molecular weight:
101154.0
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
PNLIP
Uniprot ID:
P16233
Molecular weight:
51156.48
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB1
Uniprot ID:
Q9NQ66
Molecular weight:
138565.805
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. This form has a role in retina signal transduction.
Gene Name:
PLCB4
Uniprot ID:
Q15147
Molecular weight:
136105.065
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB2
Uniprot ID:
Q00722
Molecular weight:
134023.21
General function:
Involved in diacylglycerol kinase activity
Specific function:
Reverses the normal flow of glycerolipid biosynthesis by phosphorylating diacylglycerol back to phosphatidic acid
Gene Name:
DGKG
Uniprot ID:
P49619
Molecular weight:
89095.3
General function:
Involved in catalytic activity
Specific function:
Hepatic lipase has the capacity to catalyze hydrolysis of phospholipids, mono-, di-, and triglycerides, and acyl-CoA thioesters. It is an important enzyme in HDL metabolism. Hepatic lipase binds heparin.
Gene Name:
LIPC
Uniprot ID:
P11150
Molecular weight:
55914.1
General function:
Involved in lipid metabolic process
Specific function:
Crucial for the intracellular hydrolysis of cholesteryl esters and triglycerides that have been internalized via receptor-mediated endocytosis of lipoprotein particles. Important in mediating the effect of LDL (low density lipoprotein) uptake on suppression of hydroxymethylglutaryl-CoA reductase and activation of endogenous cellular cholesteryl ester formation.
Gene Name:
LIPA
Uniprot ID:
P38571
Molecular weight:
45418.71
General function:
Involved in calcium ion binding
Specific function:
The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:
PLCB3
Uniprot ID:
Q01970
Molecular weight:
138797.725
General function:
Involved in catalytic activity
Specific function:
May function as inhibitor of dietary triglyceride digestion. Lacks detectable lipase activity towards triglycerides, diglycerides, phosphatidylcholine, galactolipids or cholesterol esters (in vitro) (By similarity).
Gene Name:
PNLIPRP1
Uniprot ID:
P54315
Molecular weight:
Not Available

Transporters

General function:
Lipid transport and metabolism
Specific function:
Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:
SLC27A1
Uniprot ID:
Q6PCB7
Molecular weight:
71107.5

Only showing the first 10 proteins. There are 132 proteins in total.